Downtown Winchester, Virginia

Discover shopping, dining, and accommodation in downtown Winchester.

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Shop Downtown Discount Card

ShopDowntown.org Discount Card Program

The ShopDowntown.org Discount Card Program encourages local shopping by offering exclusive savings at participating downtown businesses. Shoppers can obtain a discount card by donating $20 or more to the American Cancer Society, unlocking deals of up to 15% off at local stores. The program supports small businesses, funds community health initiatives, and helps strengthen the local economy, making it a win-win for both merchants and consumers.

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Hotels

TownePlace Suites by Marriott Winchester

170 Getty Ln

Winchester, Virginia

Hampton Inn - Winchester N/Convention Center

1204 Berryville Avenue

Winchester, Virginia

Super 8 Winchester Va

1077 Millwood Pike

Winchester, Virginia

Comfort Inn Winchester

1601 Martinsburg Pike

Winchester, Virginia

Holiday Inn Winchester Se-Historic Gateway

333 Front Royal Pike

Winchester, Virginia

Americas Best Value Inn

2649 Valley Ave

Winchester, Virginia

Travelodge - Winchester

160 Front Royal Pike

Winchester, Virginia

Aloft Winchester

1055 Millwood Pike (Rt. 50 East)

Winchester, Virginia

Wingate by Wyndham - Winchester

150 Wingate Dr

Winchester, Virginia

Hampton Inn Winchester-University/Mall Area

1655 Apple Blossom Dr

Winchester, Virginia

Hilton Garden Inn Winchester

120 Wingate Drive

Winchester, Virginia

Courtyard by Marriott Winchester

300 Marriott Drive

Winchester, Virginia

Red Roof Inn Winchester, VA

991 Millwood Pike

Winchester, Virginia

Sleep Inn & Suites

140 Costello Dr

Winchester, Virginia

The George Washington Hotel, A Wyndham Grand Hotel

103 E Piccadilly St

Winchester, Virginia

Candlewood Suites Winchester

1135 Millwood Pike

Winchester, Virginia

BEST WESTERN LEE JACKSON INN

711 MILLWOOD AVE

Winchester, Virginia

Econo Lodge North

1593 Martinsburg Pike

Winchester, Virginia

Fairfield & Suites by Marriott Winchester

250 Front Royal Pike

Winchester, Virginia

Holiday Inn Express Hotel & Suites Winchester

142 Foxridge Ln

Winchester, Virginia

Country Inn & Suites By Carlson, Winchester, VA

141 Kernstown Commons Blvd

Winchester, Virginia

Hotel Tips

Elevators are notorious for being a nuisance so ask to be roomed on the top floor and as far away as possible. Most hotels book nearby rooms last so hopefully they have availability elsewhere.

Avoid booking poolside for kids playing during the day and gatherings at night. Sound bounces off of the water and voices carry so ask for a room away from the pool either on the opposite side of the hotel or in higher floors.

Ask to be placed opposite of any roadways. Road noise can be a constant source of pollution which may not be a noticeable problem during the day but reveals itself at night. Don't be afraid to request a room change to get a better sleep.

Things To Do

Winchester is the place to plan your wedding. You'll be spending a lot of time downtown as there are so many wonderful shops to find invitations, photographers, bakers, caterers and jewelers. Planning your wedding will be a breeze with so much support from local merchants to make a perfect and memorable day.

Winchester brings a custom fit every time a shoe is bought locally. Nothing beats the hands on experience of shoe shopping to add to your collection of Men's, Women's and Children's shoes. Try them on, walk around and make sure you have the best fit as every manufacturer is a bit different on sizing.

Winchester has the perfect game shop for both young and old. Your friends and family will enjoy hours of entertainment with a wide selection of board games, card games and games of skill. A perfect stop for travellers with kids and those seeking a new adventure for game night.

Why Do You Love Downtown?

Jessica L Smith

Love the atmosphere and the people!

Catherine Payne

Great vibe! Low key. Feels like old time Hawaii.

Kathleen Townsend

It's so quaint and cute!

Jackie

Have not been there but coming on a bus trip next weekend. Looking forward to shopping & sight seeing

Carrie Homier

6 women looking to explore the area. We will be there Feb. 18th. Whatever you can do to open our wallets easier and more economical would be much appreciated and fun! Thank you.

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